Highlands Real Estate

Highlands Real Estate

Welcome to Highlands, a vibrant and eclectic subdivision nestled in the heart of Louisville, Kentucky. Known for its rich history and unique character, Highlands is a delightful blend of urban charm and suburban tranquility, making it one of the most sought-after neighborhoods in Jefferson County.

The Highlands is renowned for its diverse architecture, featuring everything from historic Victorian homes to modern condos that cater to a variety of lifestyles. Tree-lined streets invite leisurely strolls, while local boutiques, art galleries, and charming cafes create a lively atmosphere that beckons residents and visitors alike. The area is also famous for its culinary scene, boasting an array of restaurants that offer everything from gourmet dining to casual eateries, ensuring that there’s something to satisfy every palate.

Families will appreciate the strong sense of community in the Highlands, with excellent schools and numerous parks providing ample opportunities for outdoor recreation. The nearby Cherokee Park, designed by the famed landscape architect Frederick Law Olmsted, offers scenic trails, picnic spots, and serene landscapes that encourage a healthy, active lifestyle.

Conveniently located just minutes from downtown Louisville, residents of the Highlands enjoy easy access to the city’s cultural attractions, including the Louisville Zoo, the Kentucky Museum of Art and Craft, and the lively nightlife of Bardstown Road. Whether you're looking for a charming historic home or a modern apartment, the Highlands offers a unique living experience that beautifully balances community spirit with urban convenience. Come discover why so many are proud to call the Highlands home!

Newest Listings in Highlands

$375,000
3 Beds ⋅ 2 Baths ⋅ 1725292 MLS
Discover the charm of Highlands living in this character-filled home with an unbeatable location. A welcoming foyer leads into the inviting living room featuring a fireplace, while the dining room flows seamlessly into the open kitchen. The spacious family room with a second fireplace offers the perfect place to relax or entertain, and a dedicated office, full bath, and laundry complete the main level. Upstairs, you'll find the primary bedroom, two additional bedrooms, and a full bath. Outside, enjoy the convenience of a two-car off-street parking pad. This home also features a home generator!

1314 Bellwood Ave, Louisville
$999,500
6 Beds ⋅ 6 Baths ⋅ 1725074 MLS
The amazing renovation is complete on this incredible brick painted lady in the Original Highlands. A brand new 2 bedroom, 2 bathroom 1000+ sf carriage house sits atop a 3-car garage with plenty of room for the owner and tenant to park. Separate meters allow tenants to pay their own electric and the rent will make a huge dent in a monthly mortgage payment. The main house is simply astounding. Enter this picturesque home through the large foyer. On your right is a grand living room or parlor that can be closed off with beautiful doors to make a private guest space or office. You will next notice the incredible woodwork indicative of turn of the century homes. A grand stair case and full bathroom tucked underneath is perfect for guests. The kitchen and great room area are open to each other and totally re-imagined with plenty of space for your family and guests. High-end tall cabinetry, quartz countertops and top of the line appliances are awaiting your cooking adventures. A sun-drenched breakfast room looks out onto your well landscaped rear yard. The second floor has an incredible and large primary suite with two huge closets, a modern fireplace and new bathroom with two vanities, beautiful tile shower and tasteful fixtures. There is also a small martini deck off the primary bedroom. Additionally on this floor are two other large bedrooms sharing a charming Jack-and-Jill bathroom. One of the bedrooms has its own private screened porch overlooking the backyard. There is room for a stack laundry on this floor. The third floor has a wonderful bedroom, office area and full bathroom. The carriage house is well-designed with a very livable open floorplan and a private deck. It can be configured to offer tenants one of the garage spaces while keeping the other two private for the main house. Updates and renovations include 4 HVAC systems, updated water heaters, new kitchen, new bathrooms, refinished antique hardwood and new hardwood flooring, newly constructed carriage house, etc. With 3700 sf of living space in the main house and over 1000 sf in the new carriage house, this property checks all the boxes.

1409 Hepburn Ave, Louisville
$215,000
2 Beds ⋅ 2 Baths ⋅ 1724554 MLS
Experience the best of Highlands living in this charming second-floor condominium, ideally located just steps from local restaurants, coffee shops, boutiques, and entertainment. Beautiful hardwood flooring extends throughout both the first and second floors, complementing the open and inviting floor plan. The spacious living area flows seamlessly into the dining space, while an additional room on the main level offers the flexibility of a home office, guest room, or den (without a closet). Enjoy your morning coffee or unwind after a long day on the private screened porch. Upstairs, the generously sized primary bedroom features continued hardwood flooring and a convenient half bath. Where low-maintenance living meets the vibrant Highlands lifestyle, this condo offers the perfect blend of ch arm, convenience, and walkability in one of Louisville's most sought-after neighborhoods.

2008 Murray Ave Unit APT 4, Louisville
$459,950
4 Beds ⋅ 2 Baths ⋅ 1724194 MLS
Historic Highlands charm meets modern versatility in this beautifully restored turn-of-the-century home, ideally located moments from some of Louisville's best dining, shopping, parks, and entertainment. Situated on a prominent corner lot, this impressive two-and-a-half-story home features a virtually maintenance-free exterior framed by a beautiful creek-stone retaining wall. Inside, refinished heart pine floors and custom six-panel doors crafted to complement the home's original style preserve its timeless character while offering the comfort and functionality today's buyers are looking for. The updated kitchen is equipped with a six-burner stainless steel gas range, matching refrigerator, and matching dishwasher, making it equally suited for everyday living and entertaining. The spacious primary bedroom includes two separate closets and a comfortable seating area. The home currently offers three bedrooms and two full bathrooms, along with a highly flexible floor plan with easy potential for a four-bedroom, three-bath layout. The first-floor workout room, previously used as a fourth bedroom, could easily transition back into a bedroom, home office, study, or guest space. Even more opportunity awaits on the third floor, where plumbing, electrical, and ductwork are already in place for a future bathroom. This would allow the next owner to create a full bathroom on every level while also incorporating space for a stackable washer and dryer. Outside, the 1.5-car garage features a brand-new door, adding both convenience and functionality. Located in the heart of the Highlands and moments from everything the area has to offer, this home also presents strong investment potential. Its desirable location, flexible layout, and potential for additional finished living space could make it an excellent long-term rental or short-term rental opportunity, subject to applicable local regulations and approvals. Whether you are searching for a character-filled primary residence, a versatile investment property, or a home with room to grow, this one is ready for its next chapter and waiting for YOU!

1332 Winter Ave, Louisville
$339,900
3 Beds ⋅ 1 Baths ⋅ 1723040 MLS
Welcome to 1603 Bonnycastle Ave, Louisville, KY 40205 in the Highlands. This 3-Car Garage is Steps from Cherokee Park in Bonnycastle. On a tree-lined stretch of Bonnycastle Ave, in the heart of the historic Bonnycastle Neighborhood, this 1935 brick two-story sits on a 0.12-acre lot with something few Highlands addresses can offer: a detached 3-car garage with real room to grow. Inside, a formal living room opens around the home's original fireplace, a striking architectural focal point that is currently decorative and not in working order. The formal dining room connects to an eat-in kitchen with a butler's pantry, a layout built for the way homes from this era were meant to entertain. Hardwood floors run throughout the main level. Upstairs holds 3 bedrooms and 1 full bath, each bedroom bright with second-floor natural light. Downstairs, an 850 square foot unfinished basement adds storage, workshop space, or a future finished square footage project. Out back, a deck steps down to a large cement patio and fenced yard. Then there is the garage. At 750 square feet and built for 3 cars, it is sized for far more than parking. Home office. Art studio. Guest retreat. It is the kind of flex space Highlands buyers keep asking for and rarely find. The garage door will be getting a fresh coat of paint. Bonnycastle Avenue runs between Bardstown Road and Cherokee Road, putting Cherokee Park's trails and the restaurants, coffee shops, and boutiques of Bardstown Road within easy reach. Photos do not capture how this one lives. Schedule your private showing today.

1603 Bonnycastle Ave, Louisville
$316,900
4 Beds ⋅ 2 Baths ⋅ 1722992 MLS
Welcome to 2417 Wallace Avenue, a rare opportunity to own a home in the heart of Louisville's highly sought-after Historic Highlands. Offered for the first time in more than 40 years, this charming property is ready for its next chapter. Inside, you'll find original hardwood floors, timeless architectural character, and the classic charm that makes Highlands homes so desirable. Whether you're looking to restore its historic beauty, renovate to your style, or invest in one of Louisville's most popular neighborhoods, this home offers exceptional potential. Situated on a large, level lot, the property provides endless possibilities for outdoor living, entertaining, gardening, expansion, or future improvements. A welcoming covered front porch creates the perfect place to relax and enjoy the neighborhood's charm. Additional highlights include a roof replaced just two years ago, providing added peace of mind for the next owner. Conveniently located near Bardstown Road, local restaurants, shopping, parks, entertainment, and some of Louisville's favorite neighborhood destinations, this Highlands gem combines historic character, a prime location, and unlimited potential. Don't miss this rare opportunity to make 2417 Wallace Avenue your own.

2417 Wallace Ave, Louisville
$325,000
2 Beds ⋅ 1 Baths ⋅ 1722780 MLS
Welcome to the heart of the Highlands! This gorgeous Queen Anne Victorian blends classic character with modern comfort in one of Louisville's most sought-after neighborhoods. From the inviting curb appeal to the warm interior spaces, this home offers the perfect mix of charm and functionality. Enjoy spacious living areas filled with natural light, beautiful architectural details, and a layout ideal for both everyday living and entertaining. Step outside to enjoy the private outdoor space, with a beautiful fountain, perfect for relaxing evenings or weekend gatherings. Conveniently located just minutes from local restaurants, shopping, parks, and all the vibrant energy of Bardstown Road, this is your opportunity to own a piece of Highlands charm in the desirable 40204 zip code!

1314 Morton Ave, Louisville
$298,000
3 Beds ⋅ 2 Baths ⋅ 1722220 MLS
Welcome to this delightful 3-Bedroom, ranch-style home, offering both comfort and convenience. The partially finished basement provides a versatile space, perfect for a home office or recreation room, with additional storage space. Nestled in a prime location, this property has incredibly close access to a variety of shopping destinations, school establishments, and major highways, making daily commutes effortless!!

209 Riverview Ln, Shepherdsville
$415,000
2 Beds ⋅ 2 Baths ⋅ 1721955 MLS
Welcome to 1700 Fernwood Avenue, a beautifully updated home in the heart of Louisville's highly sought-after Deer Park community in the Highlands. This charming residence seamlessly blends classic character with modern updates, offering 2 bedrooms, 2 full bathrooms, and just over 1,800 square feet of living space. The recently renovated kitchen serves as the centerpiece of the home, featuring updated finishes and ample space for cooking and entertaining. A spacious living room and formal dining room provide comfortable gathering spaces. Abundant natural light, high ceilings on the main level, and timeless architectural details create a warm and inviting atmosphere throughout. A bright and versatile sunroom offers the perfect space for a home office, reading nook, or flex room. A cozy bedroom and a full bathroom complete the main level. Upstairs, the private primary suite serves as a true retreat, complete with a beautifully renovated bathroom and an oversized walk-in closet. An additional bedroom and full bathroom provide comfortable accommodations for family or guests. The unfinished basement offers generous storage space for seasonal items and household essentials. Step outside and enjoy the lifestyle that makes the Highlands one of Louisville's most desirable neighborhoods. Located just minutes from local restaurants, coffee shops, parks, and unique boutiques, this home offers convenient access to some of the city's best amenities. The property also features a private backyard and additional storage in the detached garage space. Experience the perfect combination of historic charm, modern updates, and an exceptional location in one of Louisville's most vibrant and sought-after neighborhoods.

1700 Fernwood Ave, Louisville
$459,900
2 Beds ⋅ 3 Baths ⋅ 1721817 MLS
Beautiful Highlands home full of charm, character, and flexible living space! This 2 bedroom, 2 full and 1 half bath home offers the perfect blend of historic detail and everyday functionality. Gorgeous woodwork, inviting living and entertaining spaces, and abundant storage can be found throughout. The first floor includes a bedroom currently used as an office, offering great flexibility depending on your needs. The spacious kitchen opens to a lovely four season sunroom, creating the perfect space to relax or entertain. Upstairs, you'll find a private bedroom with a half bath along with an adjoining bonus area that works beautifully as a sitting room, office, dressing room, or could function as a walk through bedroom setup depending on how a buyer wants to use the space. The basement adds even more versatility with a nicely sized den currently being used as a guest room, plus a full bath, workshop area, laundry, and an oversized closet. Enjoy peaceful mornings on the welcoming front porch or dine outdoors on the backyard deck overlooking the beautifully landscaped yard. A one car garage plus an additional one space carport accessible from the alley complete this fabulous Highlands property.

1821 Stevens Ave, Louisville
$356,000
2 Beds ⋅ 2 Baths ⋅ 1720449 MLS
Experience 1011 Rogers St, a residence arranged for everyday comfort and practicality. The kitchen includes an accent backsplash and all stainless steel appliances for efficient daily use. A walk in closet in the primary bedroom provides organized storage. An exterior deck connects to a fully fenced in backyard, completing the outdoor space. This property combines modern style with practical outdoor living.

1011 Rogers St, Louisville
$2,250,000
4 Beds ⋅ 7 Baths ⋅ 1719658 MLS
Rare Italian-style residence designed by renowned architect Stratton Hammon. A grand foyer with dramatic winding staircase and picture-window views of the private rear garden sets the tone for this exceptional home. The first floor features a spacious living room with hardwood floors and marble fireplace, study with stunning paneling, formal dining room with original chandelier, sunroom, and a gourmet kitchen with oversized island, abundant prep space, beverage refrigerators, ice maker, and multiple dishwashers. Four bedrooms with en suite baths, including a spacious primary suite. Finished lower level includes a family room, gym, sauna, full bath, and bonus room. Enclosed rear yard with heated inground pool and automatic cover. Updated mechanicals,

2328 Village Dr, Louisville
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